fifty windows I light filled getaway | House in Portland

9.8 (20 Reviews) |   4 Bedrooms  2 Bathrooms  8 Guests
Overlook House | fifty windows I light filled getaway

4 Bedroom House in Overlook, Portland

Welcome to your modern retreat in Portland's Overlook neighborhood! This stunning 3-story architectural gem sleeps 8 with 4 beds (1 king & 3 queens) and features a luxurious primary suite, gourmet’s kitchen, and third-floor covered patio overlooking the West Hills and Madrona Park. Filled with natural light, this space blends modern elegance and comfort—perfect for family vacations or peaceful city escapes. Explore award-winning restaurants, boutique shops, and scenic parks within minutes.
Nestled in Portland’s Overlook neighborhood, this stunning 3-story modern home was designed by award-winning Waechter Architecture in 2020. The Overlook area is rich in history, featuring architectural styles from craftsman bungalows to Victorian homes and modern ranches. You’ll also find Adidas HQ and plenty of local charm nearby. Secluded yet well-connected, the home offers easy access to vibrant neighborhoods such as Alberta Arts District, Mississippi Street & Williams Corridor, downtown Portland (just 10 minutes away), and an abundance of boutique shops, scenic parks, and award-winning dining options within minutes.
This light-filled retreat boasts 40 thoughtfully placed windows that bathe the space in natural light, creating a cozy and uplifting atmosphere—perfect for rainy or overcast Portland days. Whether you’re here to unwind, explore the city, or enjoy time with loved ones, this home offers the ideal blend of modern elegance and comfort.
⭑ Primary Bedroom:⭑
Occupying the entire third floor, the spacious primary suite provides a tranquil escape. Three windows on each side offer sweeping views of the West Hills and Madrona Park, while room-darkening shades ensure restful sleep. The room features a king bed with a top-of-the-line Tuff & Needle topper and Tempur-pedic firm mattress for ultimate comfort. Relax in the cozy seating area or catch up on your favorite shows on the 55-inch Roku TV, equipped for streaming your favorite services. A luxurious en-suite bathroom, walk-in closet, and access to the third-floor covered patio complete this serene retreat. Unwind with a glass of wine as you take in the sunset or savor your coffee in the soft morning light.
⭑ Second-Floor Bedrooms:⭑
Three cozy, thoughtfully furnished bedrooms on the second floor each feature queen beds, stylish decor, and ample storage. These rooms share a full bathroom with a relaxing bathtub, ideal for unwinding after a day of exploring. The reading and family games room provides a versatile shared space with warm wood floors and a Stressless leather recliner. A quiet reading nook, featuring a beautiful Crate & Barrel leather couch with park views, offers a serene spot to relax. Additionally, a dedicated workspace with a rolling office chair and high-speed Wi-Fi perfect for remote work.
⭑ Living Room:⭑
Located on the first floor, the open-concept living room is both inviting and stylish, adorned with midcentury-modern aesthetics. A 65” LG Smart TV with access to your streaming accounts ensures you’ll have entertainment at your fingertips. Dimmer lighting sets the perfect ambiance for movie nights or cozy evenings indoors.
⭑ Gourmet’s Kitchen & Dining Area:⭑
The gourmet’s kitchen is a dream for food lovers, offering high-end appliances, cooking basics (pots, pans, spices, etc.), and plenty of counter space. It also features a fully stocked coffee station with a Chemex, French press, regular drip coffee maker, milk frother, an assortment of mugs in different sizes, and a selection of hot chocolate, decaf, and tea. Plus, complimentary Keurig coffee awaits you on your first morning to kickstart your adventures. Gather around the kitchen island with three stools for casual meals or conversation as you cook. The adjacent dining area is perfect for family dinners or entertaining, with a welcoming atmosphere to savor your meals and connect with loved ones.
⭑ Outdoor Spaces:⭑
Step onto the third-floor covered patio to soak in neighborhood vibes and enjoy stunning views of the West Hills and Madrona Park. This space is perfect for morning coffee or evening relaxation. Additionally, guests will have exclusive access to the back patio, for relaxing meals, outdoor gatherings, or quiet moments.
⭑ Bathrooms:⭑
The en-suite primary bathroom features modern design, natural light, and sweeping views of the West Hills. On the second floor, a shared bathroom includes a bathtub for a relaxing soak, while a convenient powder room on the first floor rounds out the amenities.
⭑ Additional Amenities:⭑
• Central air conditioning throughout for year-round comfort
• High-speed Wi-Fi for work or streaming
• Smart TVs in the living room and primary bedroom
• Washer, dryer, iron, and steamer for convenience
• Fully stocked essentials, including a hairdryer, first aid kit, and fire extinguisher
• Room darkening blinds in all bedrooms
⭑ Guest Access: ⭑
Guests have full access to the entire home, including outdoor spaces. While there is no private parking, free street parking is available nearby, with plenty of spots typically right in front of the house or on the same block.
This property includes a separate unit above the garage in the back, occupied by a long-term resident in accordance with Portland regulations requiring a tenant to reside on the property. Rest assured, this unit is completely independent and does not share any spaces with the main house.
*Other Things To Know:
New to Vrbo? We’re excited to have you! If you don’t yet have reviews, we kindly encourage you to complete Vrbo’s free Identity Verification before sending an inquiry or request. It’s not required, but completing this process helps ensure a smoother booking experience for everyone. Plus, when you verify your identity, you’ll earn a Verified Identity badge on your profile, which lets hosts know you’ve taken this extra step to build trust.
Commercial Use Not Permitted: This home is intended for personal and leisure stays only. Business-related or commercial activities — including photo/video shoots, private chef services, catering, massage therapy, fitness training, hairstyling, or similar professional services — are not allowed on the property, per city regulations and insurance requirements.

fifty windows I light filled getaway is located in Overlook. fifty windows I light filled getaway provides accommodation, featuring Air Conditioner, TV, Balcony/Terrace, among other amenities. This House features Air Conditioner, TV, Balcony/Terrace, to make your stay a comfortable one.

fifty windows I light filled getaway has 4 Bedrooms , 2 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Overlook has interesting places to visit. If you want to learn more about the House in Overlook, such as places to visit and things to do nearby, you can check below to learn more.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY

Amenities

Air Conditioner
TV
Balcony/Terrace
Security/Safety
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Toilet paper
  • Towels provided
  • Bathtub or shower
  • Shampoo
  • Soap
  • Hair dryer
  • 2+ bathrooms
Bedroom
  • Bed sheets provided
  • 4 bedrooms
  • Dining table
  • Living room
Kitchen
  • Kitchen island
  • Refrigerator
  • Paper towels
  • Stovetop
  • Dishwasher
  • Oven
  • Toaster
  • Electric kettle
  • Microwave
Laundry
  • Laundry facilities
  • Washing machine and dryer
Pet Friendly
  • No pets allowed
Accessibility
  • Smoke-free property
Activities
  • Basketball nearby
Entertainment
  • TV
General
  • Unit size: 2100 sq ft (195 sq m)
  • French
  • English
  • Spanish
  • Near a health or beauty spa
  • Near a hospital
  • Desk
  • Desk chair
Guest Services
  • Highchair
  • Travel crib
  • Children's dinnerware
  • Iron/ironing board
Internet
  • WiFi available
Outdoors
  • Balcony
  • Outdoor furniture
Security/Safety
  • First aid kit
  • Fire extinguisher
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 21
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number 21-117205-000-00-lu safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

License number: 21-117205-000-00-LU

Reviews

Jesse C.
Jul 29, 2025 10:23:26 AM
Review Score:   10
Summary: Met up with some high school friends for a chill guy’s reunion weekend in Portland and this was truly the perfect spot to call home base. Big, bright, airy, cool, comfortable, and exceptionally well-equipped, well-stocked, and well-located. Lovely and versatile outdoor space. Very easy check in and check out. Host was friendly and communicative. Very highly recommended. Tucked back in a quiet, kid-friendly residential area - house is well-built and seems well-soundproofed but probably not a great spot for those looking to get crazy (bachelor parties, etc). Plan on doing some bed-sharing or couch-sleeping if you’re lodging more than 4 people at a time. But along with literally everything else, the beds are wonderful.
See All Reviews
Check House Availability
Nightly rates from:
USD US $688
You will be redirected to  
Hot Deal - It has been viewed 225 times today
Not the right fit? Check out our other properties in Overlook
Stay Portland - Mississippi Micro-Luxe - Mid-Century Style From US $194
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Economy INN From US $93
         

7.6 (367 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Overlook Cottage, Upscale w/Off-Street Parking! From US $265
         

10.0 (84 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
#StayInMyDistrict Overlook Backyard Tiny Suite From US $163
         

|
9.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Hip and cozy dog-friendly Mississippi Victorian From US $318
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Stay Portland - Teal & Terrazzo Bright Portland Tiny Home From US $190
         

8.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Castle Cottage From US $101
         

|
5.0 (1 Review)
House
  • Parking
  • Security/Safety
  • Barbecue/Outdoor Cooking
Overlook Victorian Mansion 5 Bedroom 10 Guests From US $463
         

9.8 (50 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
#StayInMyDistrict Overlook Backyard Tiny Suite From US $193
         

7.4 (3 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
4BR Portland Stay | Walkable Unique Fun From US $510
         

2BR/2BA Patio Steps to Mississippi Ave From US $368
         

New
House
  • Air Conditioner
  • TV
  • Security/Safety
The Bohemian Spirit - Live Music, Eateries, Bars From US $203
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic Mississippi - Live Music & Local Shops From US $203
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming home From US $105
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Overlook Hideaway From US $186
         

10.0 (116 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Urban Fern - Walk to Shops/MAX/Food! From US $138
         

10.0 (22 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Urban Fern Bungalow - steps to Food/Shops/Max From US $270
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Centrally Located in North Portland minutes from everything From US $307
         

9.8 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
fifty windows I light filled getaway From US $688
         

9.8 (20 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace